HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Azide → (E)-4-(4-azidobut-1-enyl)-1,2-dichlorobenzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | (E)-4-(3,4-dichlorophenyl)but-3-enyl methanesulfonate | HCID 86728171 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | (E)-4-(4-azidobut-1-enyl)-1,2-dichlorobenzene | HCID 86728172 | 87% |
Reaction Steps
To a solution of Intermediate 2C (1.3 g, 4.4 mmol) in DMF (7 mL) was added NaN3 (0.86 g, 13 mmol). The reaction mixture was stirred at rt for 16 h. The reaction mixture was diluted with EtOAc (100 mL). The organic layer was washed with 10% aqueous LiCl solution (3×200 mL), dried over Na2SO4 and dried in vacuo. The product was isolated by silica gel chromatography to obtain 570 mg (87% yield) of Intermediate 2D. HPLC/MS (Method C) RT=4.02 min, [M+Na]+ 263.2.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09249096B2 |
| Source dataset | uspto-grants-2016_02 |
| ORD ID | ord-a762d278308440e7ba60d976d6ea8c4f |
| Source note | uspto-grants-2016_02 |